CAS 18162-48-6

tert-Butyldimethylsilylchlorid

Beschreibung:

tert-Butyldimethylsilylchlorid (TBDMS-Chlorid) ist eine organosiliconverbindung, die durch ihre Verwendung als Schutzgruppe für Alkohole und Amine in der organischen Synthese gekennzeichnet ist. Sie weist eine tert-Butylgruppe auf, die an eine Dimethylsilyl-Gruppe gebunden ist, was ihre Stabilität und Reaktivität erhöht. Die Verbindung ist typischerweise eine farblose bis blassgelbe Flüssigkeit mit einem stechenden Geruch und ist bekannt für ihre Fähigkeit, stabile Silyl-Ether bei der Reaktion mit Alkoholen zu bilden. TBDMS-Chlorid ist empfindlich gegenüber Feuchtigkeit und sollte unter anhydren Bedingungen gehandhabt werden, um Hydrolyse zu verhindern, die zur Bildung von Silylalkoholen führen kann. Es ist in organischen Lösungsmitteln wie Dichlormethan und Ether löslich, aber in Wasser unlöslich. Die Verbindung wird häufig in der Synthese komplexer organischer Moleküle verwendet, insbesondere im Bereich der medizinischen Chemie und der Synthese natürlicher Produkte, aufgrund ihrer Wirksamkeit beim selektiven Schutz funktioneller Gruppen während mehrstufiger Reaktionen. Bei der Handhabung von TBDMS-Chlorid sollten angemessene Sicherheitsvorkehrungen getroffen werden, da es die Haut und das Atmungssystem reizen kann.

Formel: C₆H₁₅ClSi

InChl: InChI=1S/C6H15ClSi/c1-6(2,3)8(4,5)7/h1-5H3

InChI Key: InChIKey=BCNZYOJHNLTNEZ-UHFFFAOYSA-N

SMILES: C([Si](C)(C)Cl)(C)(C)C

Synonyme:

• (1,1-Dimethylethyl)dimethylsilyl chloride
• 2-(Chlorodimethylsilyl)-2-methylpropane
• 2-[4-(TertButyldimethylsilanyloxy)phenyl] chloride
• Chloro(1,1-dimethylethyl)dimethylsilane
• Chloro-tert-butyldimethylsilane
• Chlorodimethyl-tert-butylsilane
• Dimethyl(1,1-dimethylethyl)chlorosilane
• Dimethyl-tert-butylchlorosilane
• Dimethyl-tert-butylsilyl chloride
• Ls 1190
• Silane, T-Butyl-Dimethylchloro-
• Silane, chloro-tert-butyldimethyl-
• T-Butyldimethylchlorosilane
• TBDMS chloride
• TBDMS-Cl
• TBSCl
• Terc-Butilclorodimetilsilano
• Tert-Butyldimethylchlorosilane
• tert-Butyl(dimethyl)silane chloride
• tert-Butylchlordimethylsilan
• tert-Butylchlorodimethylsilane
• tert-Butyldimethylsilyl chloride
• (1-chloro-2-methylpropan-2-yl)(dimethyl)silane
• Silane, chloro(1,1-dimethylethyl)dimethyl-
• Tert-Butyl Dimethyl Silyl Chloride
• TBDMSCL
• Tertiary butyldimethylchlorosilane
• Tert-butyl-dimethyl chlorosilance
• Tert-Butyl Dimethylchlorosilane

tert-Butyldimethylchlorosilane [tert-Butyldimethylsilylating Agent]

CAS: 18162-48-6

Formel: C₆H₁₅ClSi

Reinheit: >98.0%(GC)

Farbe und Form: White to Almost white powder to crystal

Molekulargewicht: 150.72

Ref: 3B-B0995

tert-Butyldimethylchlorosilane, 50% w/w in toluene

CAS: 18162-48-6

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formel: C₆H₁₅ClSi

Farbe und Form: Clear colorless, Liquid

Molekulargewicht: 150.72

Ref: 02-B21286

tert-Butyldimethylchlorosilane, 97%

CAS: 18162-48-6

tert-Butyldimethylchlorosilane is used to protect hydroxyl group in organic synthesis. It finds application in the synthesis of prostaglandin. It is also used as an auxiliary material for hypolipaemics such as lovastatin and simvastatin. It plays an important role in the preparation of isoxazolines

Formel: C₆H₁₅ClSi

Reinheit: 97%

Farbe und Form: Colorless to white, Crystals or powder or crystalline powder or lumps or fused solid

Molekulargewicht: 150.72

Ref: 02-A13064

tert-Butyldimethylchlorosilane

CAS: 18162-48-6

Formel: C₆H₁₅ClSi

Reinheit: 95%

Farbe und Form: Solid

Molekulargewicht: 150.7218

Ref: IN-DA0035NH

tert-Butyldimethylsilyl chloride

CAS: 18162-48-6

tert-Butyldimethylsilyl chloride

Formel: C₆H₁₅ClSi

Reinheit: ≥95%

Farbe und Form: white crystals

Molekulargewicht: 150.72179g/mol

Ref: 54-OR019066

tert-Butyldimethylchlorosilane

CAS: 18162-48-6

Formel: C₆H₁₅ClSi

Reinheit: ≥ 99.0%

Farbe und Form: White crystals

Molekulargewicht: 150.73

Ref: 7W-GK9215

tert-Butyldimethylchlorosilane

CAS: 18162-48-6

S03300 - tert-Butyldimethylchlorosilane

Formel: C₆H₁₅ClSi

Reinheit: 98%

Farbe und Form: Solid

Molekulargewicht: 150.72

Ref: 10-S03300

tert-Butyldimethylsilyl chloride, 50% solution in toluene

CAS: 18162-48-6

tert-Butyldimethylsilyl chloride, 50% solution in toluene

Reinheit: ≥95%

Farbe und Form: Colourless Liquid

Molekulargewicht: 150.72g/mol

Ref: 54-OR40716

tert-Butyldimethylsilyl Chloride

CAS: 18162-48-6

Applications Used to protect alcohols during organic synthesis.
References Shen, H., et al.: J. Med. Chem., 53, 2666 (2010), Qiang, L., et al.: Bioorg. Med. Chem. Lett., 20, 836 (2010),

Formel: C₆H₁₅ClSi

Farbe und Form: White Solid

Molekulargewicht: 150.72

Ref: TR-B691080

tert-Butyldimethylsilyl chloride

CAS: 18162-48-6

Tert-butyldimethylsilyl chloride is a silicon-containing compound that is used to prepare the tert-butyl group, which is an important part of many organic compounds. Tert-butyldimethylsilyl chloride reacts with trifluoroacetic acid to form hydrogen bonds. It can also react with hydrochloric acid to form a tert-butyl chloride, which is soluble in water and hydrolyzes in human serum. Tert-butyldimethylsilyl chloride has been used for the synthesis of carbohydrates and fatty acids. It has been used as a sample preparation agent for gas chromatography mass spectrometry and high performance liquid chromatography. The reaction solution can be prepared by reacting tert-butyldimethylsilyl chloride with an alcohol or carboxylic acid in the presence of base at low temperature. Tert-butyldimethylsilyl chloride can be synthesized by reacting

Formel: C₆H₁₅ClSi

Reinheit: Min. 95 Area-%

Farbe und Form: Colorless Powder

Molekulargewicht: 150.73 g/mol

Ref: 3D-FB07718

t-BUTYLDIMETHYLCHLOROSILANE

CAS: 18162-48-6

Trialkylsilyl Blocking Agent
Used as a protecting group for reactive hydrogens in alcohols, amines, thiols, and carboxylic acids. Organosilanes are hydrogen-like, can be introduced in high yield, and can be removed under selective conditions. They are stable over a wide range of reaction conditions and can be removed in the presence of other functional groups, including other protecting groups. The tolerance of silylated alcohols to chemical transformations summary is presented in Table 1 of the Silicon-Based Blocking Agents brochure.
Alkyl Silane - Conventional Surface Bonding
Aliphatic, fluorinated aliphatic or substituted aromatic hydrocarbon substituents are the hydrophobic entities which enable silanes to induce surface hydrophobicity. The organic substitution of the silane must be non-polar. The hydrophobic effect of the organic substitution can be related to the free energy of transfer of hydrocarbon molecules from an aqueous phase to a homogeneous hydrocarbon phase. A successful hydrophobic coating must eliminate or mitigate hydrogen bonding and shield polar surfaces from interaction with water by creating a non-polar interphase. Although silane and silicone derived coatings are in general the most hydrophobic, they maintain a high degree of permeability to water vapor. This allows coatings to breathe and reduce deterioration at the coating interface associated with entrapped water. Since ions are not transported through non-polar silane and silicone coatings, they offer protection to composite structures ranging from pigmented coatings to rebar reinforced concrete. A selection guide for hydrophobic silanes can be found on pages 22-31 of the Hydrophobicity, Hydrophilicity and Silane Surface Modification brochure.
tert-Butyldimethylchlorosilane; TBS-Cl; Chlorodimethyl-t-butylsilane; tert-Butylchlorodimethylsilane; Chloro(1,1-dimethylethyl)dimethylsilane
Excellent for 1° and 2° alcoholsSilylation catalyzed by imidazoleBlocking agent widely used in prostaglandin synthesisStable to many reagentsCan be selectively cleaved in presence of acetate, THP and benzyl ethers among othersUsed for the protection of alcohols, amines, thiols, lactams, and carboxylic acidsClean NMR characteristics of protecting groupSilylation reagent - derivatives resistant to Grignards, alkyl lithium compounds, etcFacile removal with flouride ion sourcesSummary of selective deprotection conditions is provided in Table 7 through Table 20 of the Silicon-Based Blocking Agents brochure

Formel: C₆H₁₅ClSi

Reinheit: 97%

Farbe und Form: Translucent Solid

Molekulargewicht: 150.72

Ref: 3H-SIB1935.0

t-Butyldimethylchlorosilane, min. 97%

CAS: 18162-48-6

t-Butyldimethylchlorosilane, min. 97%

Formel: (CH₃)₃CSi(CH₃)₂Cl

Reinheit: min. 97%

Farbe und Form: white pwdr.

Molekulargewicht: 150.70

Ref: 08-14-1775

tert-Butyldimethylsilyl Chloride (TBDMS.Cl) extrapure, 98%

CAS: 18162-48-6

Formel: C₆H₁₅ClSi

Reinheit: min. 98%

Farbe und Form: White, Hygroscopic compound, Clear, Colourless

Molekulargewicht: 150.73

Ref: SR-39227